Day Trips

Day Trips

For 30 years, Discover Outdoors has offered day trips throughout New York, Pennsylvania, Connecticut and New Jersey. You can choose from a variety of hikes for all skill levels — from rock climbing to hiking with your dog. We also offer many other active day trips. Hot air ballooning, whitewater rafting, horseback riding, hang gliding and skiing are just a few of the day trips that will whet your appetite for adventure.


Millbrook Mountain & Lake Minnewaska Popular

Millbrook Mountain & Lake Minnewaska

Saturday, May 19

Gemlike Lake Minnewaska to Millbrook Mountain; beautiful foliage and sweeping views!

$75

Departure Location: Union Square & Hoboken

This event/trip is currently sold out. 


Kaaterskill Falls Eight Mile Hike Favorite

Kaaterskill Falls Eight Mile Hike

Saturday, May 19

Gorgeous eight miles, sweeping views and a variety of terrain, including famous Kaaterskill Falls.

$75

Departure Location: Union Square

This event/trip is currently sold out. 


Waterfall Canyoneering

Waterfall Canyoneering

Saturday, May 19

Adrenaline-filled day of canyoneering down multiple cascading waterfalls!

$195

Departure Location: Upper West Side

This event/trip is currently sold out. 


Hike & Whiskey Tasting New

Hike & Whiskey Tasting

Saturday, May 19

Hike first…whiskey after! Breathtaking views at the legendary Shawangunk Mountains. Afterward, a tasting at NY State’s only whiskey distillery open to the public.

$85

Departure Location: Upper West Side


Zipline, High Ropes & Canopy Tour

Zipline, High Ropes & Canopy Tour

Saturday, May 19

Fun zip lines & diverse rope elements will challenge you physically and mentally.

$139

Departure Location: Upper West Side

This event/trip is currently sold out. 


Hike & Adopted Hound

Hike & Adopted Hound

Saturday, May 19

Hike with adopted dogs!

$95

A portion of the proceeds goes to Animal Haven.

This event/trip is currently sold out. 


Dog, Beach & Vine

Dog, Beach & Vine

Sunday, May 20

Escape with your best four-legged friend: off-leash beach, lunch and wine tasting on the North Fork of Long Island!

$119

Departure Location: Union Square


Brunch Hike

Brunch Hike

Sunday, May 20

Hike to beautiful views and delicious cuisine!

$85

Departure Location: Union Square

This event/trip is currently sold out. 


Hike & Sustainable Farm Tour New

Hike & Sustainable Farm Tour

Sunday, May 20

Hiking in the morning, Stone Barns in the afternoon

$79

Departure Location: Upper West Side


Hudson River Sea Kayaking to Abandoned Castle Popular

Hudson River Sea Kayaking to Abandoned Castle

Sunday, May 20

Explore an abandoned castle on the Hudson.

$119

Departure Location: Upper West Side


High Ridge Hike & Yoga

High Ridge Hike & Yoga

Sunday, May 20

Hike, stretch, restore…the perfect outdoor fitness combination of hiking and yoga.

$85

Departure Location: Brooklyn


Hike & Howl

Hike & Howl

Sunday, May 20

Hike on the Kittatinny Ridge then explore a wolf sanctuary

$89

Departure Location: Union Square


Ship Rock Ridge Hike

Ship Rock Ridge Hike

Sunday, May 20

Exhilarating six miles!

$65

Departure Location: Upper West Side


Horseback Riding & Wine Tasting

Horseback Riding & Wine Tasting

Sunday, May 20

Ride through forest and fields. Sample wines and ciders

$139

Departure Location: Upper West Side


Extreme Rock Wall Climbing

Extreme Rock Wall Climbing

Wednesday, May 23

Five–story outdoor rock wall

$29

Shoes and harness rental included for everyone.


Gertrude’s Nose Hike in Minnewaska Popular

Gertrude’s Nose Hike in Minnewaska

Saturday, May 26

Spectacular views in Minnewaska State Park

$75

Departure Location: Upper West Side

This event/trip is currently sold out. 


Hike & Brewery Tour

Hike & Brewery Tour

Saturday, May 26

Hiking and a pint

$79

Departure Location: Union Square

This event/trip is currently sold out. 


Raccoon Brook Hike

Raccoon Brook Hike

Saturday, May 26

A moderately challenging hike through diverse terrain and scenery with breathtaking views.

$65

Departure Location: New Jersey and Union Square


Rock Climbing

Rock Climbing

Saturday, May 26

Rock Climb the legendary Shawangunk Ridge. No experience necessary!

$179

Departure Location: Union Square

This event/trip is currently sold out. 


Whitewater Rafting Favorite

Whitewater Rafting

Saturday, May 26

A fun day of rafting Class I-III Rapids

$129

Departure Location: Upper West Side

This event/trip is currently sold out. 


Monastery & Meditation Hike

Monastery & Meditation Hike

Saturday, May 26

A day of focus and inner peace.

$75

Departure Location: Union Square


Pine Meadow Hike

Pine Meadow Hike

Saturday, May 26

Gorgeous, easy-moderate hike in Harriman State Park

$65

Departure Location: Upper West Side


Midnight Hike Popular

Midnight Hike

Saturday, May 26

Hike beneath the night sky and toast marshmallows by the bonfire!

$79

Departure Location: Upper West Side


Whitewater Rafting Favorite

Whitewater Rafting

Sunday, May 27

A fun day of rafting Class I-III Rapids

$129

Departure Location: Union Square


Sea Kayaking & Sandbar Barbecue

Sea Kayaking & Sandbar Barbecue

Sunday, May 27

Kayaking with Barbecue

$135

Departure: Union Square


Litchfield Ledge Popular

Litchfield Ledge

Sunday, May 27

Breathtaking Views in the Shawangunks!

$75

Departure Location: Union Square


Brooklyn Bridge Sunrise Photography Class

Brooklyn Bridge Sunrise Photography Class

Sunday, May 27

New York’s world-famous skyline is your classroom

$59


Hike & Hound

Hike & Hound

Sunday, May 27

Assuage your “I live in the City and have a dog” guilt and get some healthful outdoor exercise with your best friend!

$79


Guides’ Choice: Harriman Traverse

Guides’ Choice: Harriman Traverse

Monday, May 28

A dawn-to-dusk event complete with support vehicle and resupply points, this Guides’ Choice event is the most challenging day-hike we offer.

$99

Departure: Upper West Side


Hike & Wine Tasting

Hike & Wine Tasting

Monday, May 28

Stunning Views and New York Wine to Taste

$80

Departure Location: Union Square



Find Your Trip


Testimonials

The weekend was awesome! The hike was great - lots of scrambling which is so much fun. And canyoneering was just ridiculous. I was definitely terrified at first and had no idea what to expect, but by the end I wanted to do more! It was so difficult going to work today and sitting in an office after a great weekend outdoors.
— Christina